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Located in the heart of Old Town, this split 2 Bedroom plan is just blocks from everything Key West has to offer. The famous Southernmost Point, Hemingway House, Lighthouse, Beaches and more. Just 1/2 block from Duval Street.
Completely updated for your comfort and convience with new furnitire,...

The Nassau Suite is one of the largest suites in The Bahama House. Featuring 2 King Bedrooms, 2 Bath.
Quietly Tucked away in a world of it&#39;s own, yet literally only steps away from all that Key West has to offer.
Whether your looking for a place to meditate or find an endless party, The Nassau...

Relax of the Island Style front porch and enjoy Key West at it&#39;s finest. Centrally located, less than a block from Duval - this Completely updated 2 Bedroom, 1 Bath will simply amaze you! High Ceilings, tall windows, full kitchen with separate dining room and plenty of space to make your Key West...

Just steps away from shops, restaurants, and the excitement of Duval Street, yet set on a quiet side street in a world of its own. With 3 bedrooms and 2 Baths, The Grand Bahama Suite has plenty of room for a large gathering or group of friends.
Experience endless sunshine and the incomparable...

The Space
Fully renewed, beautiful colors and large spaces. The affordable luxury in downtown Key West. Two blocks from the Ocean, two minutes walk to watch the beautiful Key West Sunset.
Guest Access
You take over the full house, deck, balcony, large living-room, kitchen, garden and the best...

Welcome to Key West and the Shipyard section of the Truman Annex. You have many choices of accommodations since I am not a real estate salesman or property manager allow me let the photos speak for themselves. My oversized two bedroom, one bathroom condominium is located on picturesque Southard...

Best Deal in Truman Annex - Céad Míle Fáilte (Irish)
2 Bedroom 1 bathroom Condo - sleeps up to 5
Here&#39;s Céad Míle Fáilte to friend and to rover That&#39;s a greeting that&#39;s Irish as Irish can be It means you are welcome a thousand times over Wherever you come from, whosoever you be. Welcome to our...

Private Home, DownTown, Villa description
Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theatres and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a...

Welcome to Casa Del Sol, a Key West Vacation...your very own luxurious and elegantly appointed 2 bedroom and 2.5 bath townhome with private carport... part of 45 lushly landscaped acres in Truman Annex. As part of President&#39;s Walk townhomes in gated Truman Annex, this premier waterfront community...

Decorated in shade of sea foam and coral, this property is located in the Truman Annex and puts all of Key West&#39;s top attraction within easy walking distance. French doors open to a garden with hibiscus and cat palms framing a comfortable patio. Both bedrooms have queen beds, with a sofa bed in...

OVERVIEW
The Cigar House is a 100+ year old Cigarmaker&#39;s house. The house is recently renovated, charming, spacious, secluded and private. The house can comfortably accommodate a maximum of four (4) guests, who are comfortable sharing an open sociable living environment - (1) queen bed, (1) queen...

Cozy studio condo steps away to Duval Street action.
Here&#39;s a cozy spot for 1-2 people who are looking for comfort and convenience. Large studio has queen bed and sofa in the living space, full bath, and kitchenette that includes a microwave, dorm refrigerator and full size oven. Ample storage...

Large outside deck invites you to just unwind after a long day of exploring with a good book and a glass of wine or enjoy it with friends grilling your fresh catch
It wasn&#39;t that long ago that President Truman took casual walks in this same location; now it&#39;s your turn. President&#39;s Walk exudes...

This 2 bedroom, fully furnished condominium is located in the Truman Annex, a gated community of private homes and condominiums. Freshly painted and upgraded with custom bedspreads, new key west style furniture, all flat screen televisions, comfortable outdoor furniture, queen bed with two twin...

Experience a world full of lush and fragrant gardens on a Caribbean Estate tucked away in the heart of Old Town, Key West. Stay in a 2 bedroom unit in a restored historic wrecker&#39;s home and wander through the extensive gardens as time transcends you to an era long ago. You can relax and indulge...

Townhome, 2 Bedrooms, 2.5 Baths, (Sleeps 4)
Available for weekly, or longer, rentals this three-story townhouse is located on a picturesque street in the beautiful gated Truman Annex community. It’s close to all the major attractions yet just far enough away to be quiet and relaxing. Duval Street,...

Amazingly Perfect!!! That is how one of our guests reviewed Southard Getaway! This amazingly perfect rental can be yours as well!
Imagine it. Arrive in Key West to a beach-like home in walking distance to all that Key West has to offer. Yes, that&#39;s Southard Getaway. Two queen bedrooms...

OVERVIEW
The Conch House is a 100+ year old Cigarmaker&#39;s house. The house is recently renovated, charming, spacious, secluded and private. The house can comfortably accommodate a maximum of five (5) guests, who are comfortable sharing an open sociable living environment - (1) queen bed, (2) twin...

This spacious home with a large outside deck is tucked away on a quiet lane of Truman Annex, yet only a short walk to all events. Artist Garden makes an ideal vacation rental for those who like to enjoy Duval crawl and quiet peaceful vacation at the same time
A bright and breezy 2 bedroom 2.5...

Three bedroom, four bathroom private home with heated pool stocked with massage water jets and special colored lighting. Breathtaking sunsets can be seen from third floor deck overlooking the Ocean. High definition plasma TV and surround stereo throughout the home. High Speed internet and faxing...

In the heart of downtown Key West easy walking to great restaurants and shops.
Living at Ground Zero was never so easy. This 2-bedroom home is steps away from the historic Mile Marker 0 that marks the beginning of federal highway U.S. 1 (which continues up the East coast 2400 miles away ending in...

Your space. Your vacation lifestyle. The Quilted Giraffe provides both. This two-bedroom, two full bath home welcomes you from its quiet neighborly front porch facing tree-lined Elizabeth street to its private deck and heated pool in the rear. The location called Solares Hill is a part of Old Town...

Just steps away from Harry Truman&#39;s &#39;Little White House&#39; you find your dream come true spacious vacation rental home
A striking Key West FL home for rent, this 2 bedroom, 2.5 bath townhome is located in the historic brick Foundry building within the Truman Annex.
This 3 story townhome is...

Having spent a long weekend in this one bedroom, one and a half bath apartment, one previous guest described it as a &#39;cozy condo hideaway in the heart of historic Key West.&#39; The historic significance is close to home. It starts with the white stucco building that houses this suite and other...

Unique and beautifully renewed apartment in the heart of Key West. Spacious bedroom with King Size bed and Walk-in Closet, large living room with pull-out sofa bed and kitchen. Take advantage of our unbeatable reopening price and enjoy!
If we find that the house has been left excessively dirty,...

Even if you&#39;re an experienced vacationer, The Mermaid&#39;s Garden will hold you in its thrall. As the name promises, the chaperone of this four bedroom, 3 full, 2 half bath Truman Annex estate is a life-sized brass mermaid sculpture installed in a garden bursting with tropical ferns and palms. A few...

As part of the Truman Annex, this stately four-bedroom, three-bath home on Admiral&#39;s Lane is tucked away in the beauty and privacy of thick tropical foliage. The Annex neighborhood, named for President Harry Truman who wintered at The Little White House just blocks away, is Old Town&#39;s premiere...

If you&#39;re looking for a stunning four-bedroom, three-bath vacation retreat with its own private pool, you&#39;ve found it at Island Style. Located in Truman Annex, Key West&#39;s signature gated community, this home has it all: 2,000 square feet in a compact two-story format, porches and balconies, deck...

OVERVIEW
The Turtle House is a 100+ year old recently completely renovated historic house. The house can comfortably accommodate a maximum of six (6) guests, who are comfortable sharing an open living environment - (1) queen bed, (1) full bed, (2) queen sleeper sofas.
The house can be described...

Lounge your days away by the pool or enjoy the peace and quiet away from the hustle and bustle of Duval Street.
Located in one of Key West’s historic and most cultural neighborhoods this lovely condominium will give you cause to celebrate the island way of life. A fabulous location that will allow...

Located one block off Duval Street in central Old Town, the unit is on a historic estate and renovated with modern conveniences, hardwood floors, and plantation shutters, with plenty of ambient light. This second story unit has a large bathroom and a large deck off the master bedroom for privacy...

Imagine being able to walk to the Sunset Celebrations every single evening! Only couple blocks to Mallory Square you can find this true gem!
Experience the finest in vacation home rentals in Key West Florida when you stay in this delightful 2 bedroom 2.5 bath Conch-style townhome in the heart...

This unique 1 bedroom, 2 bath cottage is about to become your home away from home!
Step in to a tranquil community on a quiet lane, only blocks to Duval Street and discover BOAT HOUSE!
This spacious cottage with a large private covered deck, just perfect for enjoying an afternoon cocktail or a...

Experience what is like to live in Old Town at the desirable Historic Seaport. This beautiful home is filled with amazing furniture, artwork and amenities that give you the tropical, old town feel you seek when visiting Key West. The smallest details have not been missed, high thread count...

Just imagine stepping out of the rental and stepping right into the pool! Just relax and enjoy your vacation!
Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath home rental Florida Keys, located in the President&#39;s Walk of Truman Annex.
Master bedroom with queen bed...

Key West is like a little piece of the Caribbean at the lowermost point of the United States: it’s reliably warm, the waters are a gorgeous turquoise, and it is a small, intimate community. From this second floor condo it’s just a short walk to Mallory Square’s sunset celebrations, the Ernest...

Call it casual luxury. Call it tropical chic. This two bedroom/two full bath Harbour Place condominium is a part of Key West&#39;s prestigious Truman Annex community. From the luxurious pool area below, you can enjoy breathtaking views just steps from the Gulf of Mexico. Watch passing tall ships,...

Beautifully recently remodeled 2 bed/1.5 bath condo located just 4 blocks to Duval Street and the Historic Seaport.
This 2-bedroom downstairs condo offers the best of all worlds. Enter from a quiet lane into the newly painted and furnished living/dining/kitchen space. Lots of windows and french...

Imagine the ultimate Key West dream home that feels like a faraway oasis - where you can watch crowning tropical sunsets from a private rooftop deck. Someplace truly extraordinary, elegant yet also comfortable – on a private island surrounded by sparkling turquoise waters and balmy breezes. How...

Located on Porter Lane of Truman Annex you can find your real PLACE IN PARADISE!
You will experience true Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-Style townhome in Truman Annex. One of the most desirable locations for vacationers, you will spend your vacation...

Unique and beautifully renewed apartment in the heart of Key West. Spacious bedroom with King Size bed and Walk-in Closet, large living room with pull-out sofa bed and kitchen. Take advantage of our unbeatable reopening price and enjoy!
If we find that the house has been left excessively dirty,...

Private cottage that has all the amenities you would require for your stay, private pool, outdoor space for lounging, grill and dining.
One block from the Historic Seaport and close enough to bike to all the sites and attractions of Old Town.
Refurbished with updated kitchen cabinets,...

This 4BR/1.5BA tropical retreat is situated in a lush gated community, enveloped by Spanish lime trees, hibiscus, orchids, and a wide variety of beautiful species and exotic palms.
In a prime locale, you’ll be within minutes of everything Old Town Key West has to offer. Walk to the beach or hop...

The location does not get better than this! Short bike ride to the beach and walking distance to most restaurants and shops!
A beautiful 2 bedroom 2 bath Florida Keys rental home located in the private, gated community of Truman Annex. An ideal location only 2 blocks from famous Duval Street...

View passing ships and sunsets from your own deck or balcony in the Truman Annex’s most prestigious building
Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refuge, located in the exclusive Harbour Place condominium complex in Truman Annex. You&#39;ll spend most of...

PROPERTY OVERVIEW
Situated in the exclusive gated enclave of Old Town Villas at Key West, this stunning brand-new 3BR/3.5BA townhome offers a private elevator, patio, five balconies, and community pool access. Relax in one of two living rooms with large HD TVs, or simply watch the sun set from the...

There&#39;s no better way to experience &#39;Island Time&#39;-that slow shifting of hours that makes Key West such an ideal vacation spot-than staying at Royal Palm. Located in the prestigious Foundry building within the exclusive Truman Annex gated community, this two-bedroom, three-story brick townhouse...

Looking for a nice home in Truman Annex community? Breezy Bungalow is the answer for you!
When a name says it all you know you have made the perfect choice for your Key West island escape. Bright and colorful with plenty of windows, balconies and French doors open to allow sunshine and seaside...